40,000 Years of Anal Tears
Jessica KayBeautiful, submissive sweetheart Jessica Kay is back for another sick and twisted epic. And of course, she's brought her plump, hot ass back with her. This time, Dr. Mercies is in good spirits, because life's been treating him well. But he wonders what it would be like to be an anal BDSM pervert in other times and places. So he takes Jessica on a crazy painal domination journey across 40,000 years. This session is surreal but also real. It includes painful anal fucking in a straightjacket, cave woman beating, witch dunking, and severe ass punishment in the scold's bridle.
Added on 04/20/18
Behind the Scenes: Jessica Kay
This is an extended 35-minute interview (and spanking) with Jessica Kay after her two therapy sessions. Jessica is highly intelligent and articulate and shares many great insights.
Added on 10/02/17
BTS: Jessica Kay Phone Interview
Jessica KayBecause we're doing real, hard BDSM, it's important for people to understand the context of the scenes. Jessica is a particularly bright and articulate submissive, so Dr. Mercies talked with her for about an hour after her recent Extended Shoot to get her take on the experience. She's coming back soon, and we'll have even more conversation with her then! Enjoy these insights into the people behind the play.
Added on 03/05/18
BTS: pushing back against the cosmos
Jessica KayEverything went wrong with Jessica's latest trip. Flights, hotels, testing--you name it. Even the mural for her first scene fell off the wall just before we started shooting. It was as if the universe itself was against us. But then we realized the universe was actually on our side, watching out for us in a strange, daunting kind of way. After much delay, Jessica shot four amazing scenes for Assylum and Slavemouth. Here, we talk about the more than 30 obstacles we overcame before shooting as well as the scenes themselves.
Added on 01/07/19
Cornholecopia (Pervert Pilgrimage 2)
Jessica KayAfter helping Dr. Mercies to build a sick new world, Jessica joins him for a feast to celebrate a great harvest of perversion. Of course, a cornucopia gets put into her ass for the meal--what we call a cornholecopia. Her ass got stretched really wide so that the big tunnel plug could fit inside it. We poured corn into her ass and also made cornhole on the cob. She sampled the items straight from her butt. They didn't taste too good for her, but she was a good submissive girl and ate them as instructed. Dr. Mercies then bent her over the table, pounded her already-sore ass a while, and came hard all over her face. It was a most exquisite dinner.
Added on 12/01/17
Kingdom of Ass & Pain Director's Cut
Jessica KaySix years ago, Jessica Kay delivered one of the most extreme and moving sessions in Assylum history. Today, we bring it back, with 50% more footage and an entire re-mastering of the scene. This session is level 11! The faint of heart should not proceed. The painal is harsh, the punishment is hard, the degradation is deep. But this session is also a re-imagining of the great Epic of Gilgamesh--a sincere spiritual journey of a pair of modern perverts. Here we have one of the true pinnacles of Assylum with one of the most amazing and beautiful sadomasochists we've ever had here.
Added on 02/25/24
Little Anal Monster Girl
Jessica Kay (1hr 45min)This extreme anal domination and S/M session is the pinnacle of Assylum, folks. It was shot in one continuous take and is 1 hour 45 minutes long. Normally, we'd break this into 2 parts, but we want you to experience the whole thing as it was shot in real time. Almost everything is here: hard anal sex, ATM, vaginal, rimming, facefucking, a cum enema with a couple dozen saved-up loads, electrical play, needles, spanking, paddling, caning, medical devices, hooks, restraints, nipple and clit punishment, and humiliating body alteration. All this with one of the most beautiful girls we've ever shot. We often say, "Good luck finding a scene like this anywhere else." In this case, you'd have a better chance winning the lottery 5 times in a row.
Added on 09/22/17
Maid for Punishment
Jessica KayHot little anal punishment glutton, Jessica, is back for day 3 of her Extended Shoot. Because she likes to clean, Dr. Mercies had her clean his closet, but he called her out every several minutes to use her submissive little mouth and asshole. This is no typical porno or factory BDSM movie, folks. This is an honest, spontaneous session that lasted close to two hours. It contains repeated bouts of rough anal sex, very punishing ass to mouth, extended deep rimming, face fucking, slapping, caning, flogging, tongue beatings, and much more. In the end, Dr. Mercies spread his cum into Jessica's eyes and sent her back into the closet to continue cleaning with her eyeballs on fire. The beauty of this session is that Jessica liked it. She's sick and awesome like that. [Extended Shoot, Day 3]
Added on 03/02/18
Once Upon a Fucked-up Time
Jessica KaySweet, submissive Jessica is back for another extreme anal domination session--and the first Extended Shoot (ie, multiple days of training and use) at the Assylum. Once again, we filmed in close to real time as she submitted to Dr. Mercies' twisted and cruel demands. There is so much insanity in this 1 hour 45 minute epic, it's hard to know where to begin. Just imagine a beautiful, brave girl going through one intense sexual challenge after another. There's rough anal and ass to mouth; deep, long ass eating; hard spanking; gagging; slapping; needles; and heavy hot wax all over her body. Unusually for Dr. Mercies, there's also a good bit of pussy pleasure. He even lets Jessica come, because she was such a good submissive girl. Once again, we say: good luck finding anything like this anywhere else. [Extended Shoot, Days 1 & 2]
Added on 02/02/18
Pervert Pilgrimage
Jessica KayIf you've seen Jessica's previous sessions, you know she's the real deal. A submissive masochist who gives her all physically and mentally. That's why we brought her back for Thanksgiving--because Dr. Mercies wanted to make something really special. This 1-hour 15-minute, extreme anal domination session is part 1 of an extraordinary 2-hour adventure that begins with a trip through Dr. Mercies' perverted world, leads to the seeding of a new world with his frozen cum, and culminates in a "cornholecopia." Jessica pushed her limits hard for the sake of experiencing and making this, so we hope you'll enjoy it.
Added on 11/23/17
Swallow Training
Patient: Jessica KayAfter her epic 2-hour session as Dr. Mercies' little monster girl, Jessica returned to work on a basic need: learning to swallow cum. She had failed to do so in her previous session, but Dr. Mercies found her to be extra submissive this time around. She not only swallowed cum, but she did some filthy things that perceptive viewers will understand. Dr. Mercies was unusually relaxed in this session, because Jessica's willingness to push her limits for him became a kind of nirvana for him. In fact, this documentary is so different from our usual sessions, we're making it the first in a new series: Assylum Undressed. Nothing fancy here, only a quiet, honest intensity you will never find in fake porn.
Added on 10/04/17
Thanksgiving Painal
Jessica KayWhat better way to give thanks than with a painful anal fucking and a long, hard ass beating? So, for Thanksgiving dinner, Dr. Mercies bent Jessica over the table and turned on his brutal, new spanking machine from Germany. Then he calmly enjoyed his meal and ignored her while she suffered. Once her butt was all marked up, he gave it a good ass-to-mouth fucking. Her poor hole was already sore inside from her previous session, so she cried quite a bit when it got fucked again. But Jessica is an anal masochist who's always down for a challenge under the right circumstances, and she submitted beautifully. Dr. Mercies fed her his cum, and she swallowed it all down like a good girl. It was a lovely evening.
Added on 12/14/18